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Synthesis of 13 C‐labelled cutin and suberin monomeric dicarboxylic acids of the general formula HO 2 13 C‐(CH 2 ) n ‐ 13 CO 2 H ( n = 10, 12, 14, 16, 18, 20, 22, 24, 26, 28)
Journal of Labelled Compounds and Radiopharmaceuticals ( IF 1.8 ) Pub Date : 2020-11-03 , DOI: 10.1002/jlcr.3885
Carina Schink 1 , Sandra Spielvogel 2 , Wolfgang Imhof 1
Affiliation  

13 C-labelled dicarboxylic acids HO2 13 C-(CH2 )n -13 CO2 H (n = 10, 12, 14, 16, 18, 20, 22, 24, 26, 28) have been synthesized as internal standards for LC-MS and GC-MS analysis of cutin and suberin monomer degradation by soil based microorganisms. Different synthetic strategies had to be applied depending on the chain length of the respective synthetic target and due to economic considerations. 13 C-labels were introduced by nucleophilic substitution of a suitable leaving group with labelled potassium cyanide and subsequent hydrolysis of the nitriles to produce the corresponding dicarboxylic acids. All new compounds are characterized by GC/MS, IR and NMR methods as well as by elemental analysis.

中文翻译:

13 C-标记的角质和木栓质单体二羧酸的合成通式为 HO 2 13 C-(CH 2 ) n ‐ 13 CO 2 H ( n = 10, 12, 14, 16, 18, 20, 22, 24, 26, 28)

已合成 13 C-标记的二羧酸 HO2 13 C-(CH2 )n -13 CO2 H(n = 10、12、14、16、18、20、22、24、26、28)作为 LC-的内标土壤微生物降解角质和木栓质单体的 MS 和 GC-MS 分析。根据各自合成目标的链长和经济考虑,必须采用不同的合成策略。通过用标记的氰化钾对合适的离去基团进行亲核取代并随后水解腈以产生相应的二羧酸来引入 13 C-标记。所有新化合物均通过 GC/MS、IR 和 NMR 方法以及元素分析进行​​表征。
更新日期:2020-11-03
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